$5,500 per month
1100 8th Ave S Unit 306C, Naples, FL 34102
Quiet top-floor end unit in the heart of Downtown Naples. This 2 bedroom, 2 full bath condo is filled with natural light and has been tastefully updated throughout. Just blocks from the beach, 3rd Street, 5th Avenue, and Tin City. Enjoy an on-site pool with all-day sun and the convenience of in-residence laundry.
Tyler Dunham Gordon Pass Realty LLC
$3,950 per month
1100 8th Ave S Unit 203A, Naples, FL 34102
TURNKEY CONDO IN THE HEART OF OLDE NAPLES. THIS BEAUTIFUL UPDATED TWO BEDROOM, TWO BATH CONDOMINIUM IS TRULY A COASTAL RETREAT. BEAUTIFULLY FURNISHED, IMMEDIATE ACCESS TO THE VIBRANT SHOPPING AND DINING OF 3RD STREET AND 5TH AVE, AS WELL AS THE CHARMING AMBIANCE OF TIN CITY MAKING IT AN ATTRACTIVE RENTAL OPTION FOR YEAR ROUND. YOU WILL LOVE IT!
Katherine Daniels Realty One Group MVP
$3,000 per month
1100 9th St S Unit 101, Naples, FL 34102
Available now until December 14Booked December 15 through March 31Available again starting April 1 for as long as you needThe seasonal rental rate is $5,500 per month, and off-season is $3,000 per month. Taxes are additional.Escape to Naples and enjoy this beautifully maintained seasonal rental in Olde Naples. It’s the first time this condo is being offered as a rental and
Mike Shoaff RE/MAX Hallmark Realty
$5,000 per month
900 8th Ave S Unit 105, Naples, FL 34102
Welcome to your dream rental in downtown Old Naples! This beautifully curated, upscale 2-bedroom condo offers an unmatched blend of luxury, convenience, and style. Perfectly situated to enjoy all the charming amenities of Old Naples, you’ll be within walking distance to the shops on 5th Avenue, restaurants on 3rd Street, world-class beaches, tennis courts, and the vibrant arts and concert scene
Jake Ponsler Naples Vacation Properties
$16,000 per month
1111 Central Ave Unit 303, Naples, FL 34102
This former Model home with 2 bedrooms + den and 2 baths, creates an inviting contemporary space with the natural light you would expect in a Naples coastal retreat. The luxurious primary suite offers a king-size bed and large walk-in shower. The guest bedroom has a queen-size bed for guests with ensuite bath. The den features a full-size sleeper sofa and a custom built-in desk. Entertaining is
Sarah Wayne Gulf Coast International Lux R
$4,000 per month
401 Bayfront Place Unit 3205, Naples, FL 34102
Vacation rental. Available now for your summer getaway! Enjoy resort-style living with flexible lease options. Seasonal rates vary — summer rate currently listed. Don’t miss your chance to relax and unwind in this beautiful home during the quieter months or plan ahead for the peak season. Discover this stunning condo in one of Naples' most sought-after downtown communities. Featuring 2 spacious
Guerda Charles 3 Family Home Realty
$40,000 per month
930 9th St S, Naples, FL 34102
9th Street Villa II is a designer furnished luxury townhome that offers access to the ultimate downtown Naples lifestyle. Two light-flooded floors of living area are perched above your private covered outdoor living room and 2-car garage. The outdoor living room is furnished with a dining table that seats 6 as well as a plush sofa and chairs surrounding the outdoor TV and gas fireplace. Adjacent,
Stacey Cotter John R Wood Properties
$14,000 per month
1125 Central Ave Unit 461, Naples, FL 34102
Stunning and nearly new property in the amenity rich Eleven Eleven complex downtown. This sleek unit is chic and decorated with elegant, high end, designer furnishings. This building is the only one in Eleven Eleven complex and one of the only condominiums in Naples to feature gas both in the kitchen and on your private terrace. Yes, a gas grill on your terrace. Amazing amenities at Eleven
Cliff Donenfeld Realty One Group MVP
$12,000 per month
875 6th Ave S Unit 304, Naples, FL 34102
Available for immediate occupancy! The advertised price reflects the off-season rate. This is your opportunity to live within the heart of Olde Naples and reside within one of Southwest Florida's most sought after newer construction luxury downtown condominiums. 875 Sixth Avenue consists of only eight exclusive condominiums within walking distance to all of the great amenities offered within the
David Gruninger William Raveis Real Estate
$75,000 per month
237 13th St S, Naples, FL 34102
Available Seasonally ($75,000/M) and Annually ($35,000/M). Experience luxury and prestige at its finest in Mangrove Bay, just a short stroll from Naples’ iconic 5th Avenue. This exceptional 4-bedroom, 4.5-bathroom home with a 6-car garage epitomizes downtown living. Available for both seasonal and annual leases, it offers breathtaking views of the Gordon River. The gourmet kitchen showcases
Sarah Wayne Gulf Coast International Lux R
$35,000 per month
237 13th St S, Naples, FL 34102
Available Seasonally ($75,000/M) and Annually ($35,000/M). Experience luxury and prestige at its finest in Mangrove Bay, just a short stroll from Naples’ iconic 5th Avenue. This exceptional 4-bedroom, 4.5-bathroom home with a 6-car garage epitomizes downtown living. Available for both seasonal and annual leases, it offers breathtaking views of the Gordon River. The gourmet kitchen showcases
Sarah Wayne Gulf Coast International Lux R
$10,000 per month
1071 8th St S Unit 103, Naples, FL 34102
Available December 2025-March 2026! Welcome to your perfect seasonal getaway! This impeccably maintained and newly renovated, furnished first floor condo is ready to be yours for the 2026 season! Light, bright, airy and spacious this 2 bedroom, 2 full bath condo checks all the boxes - featuring a brand new kitchen fully equipped with everything you'll need for your stay. Remodeled Primary and
Marybeth Alford Diversified Real Estate Group
$13,000 per month
1115 Central Ave Unit 243, Naples, FL 34102
Available NOW and JANUARY 2026!! Outstanding location in the heart of Naples, walking distance to 5th Avenue S. and the beach! Stunning turnkey, second floor 2 bedrooms + Den, 2.5 bathroom condominium with 2 garaged parking spaces. Tastefully decorated in soothing modern tones and fabulous split bedroom floor plan with a private open balcony, laundry in residence. You’ll love the well-appointed
Jennifer DeFrancesco Coldwell Banker Realty
$5,500 per month
450 Bayfront Place Unit 4201, Naples, FL 34102
Available Season 2026! There is no better location to experience a winter in Naples than Bayfront of Naples. Bayfront features resort-style amenities including 2 pools, 2 spas, a fitness center, grills, pickleball, tennis, and many outdoor spaces. Bayfront also is home to a selection of delicious restaurants, a unique waterfront Cabana bar, and an on-site adventure shop offering boat rentals and
Rob Mauceli Compass Florida LLC
$18,000 per month
1130 3rd Ave S Unit 309, Naples, FL 34102
AVALIABLE FROM 07/01/2025 FOR SHORT OR LONG TERM RENTAL. LUXURIOS CONDO IN QUATTRO AT NAPLES SQUARE! UNBEATABLE LOCATION !SHORT WALK WAY FROM 5TH AVE THE HEART OF NAPLES! WELCOME TO 1130 3RD AVE, A PRESTIGIOUS AND BRAND NEW UNIT BOASTING A SPACIOUS 3,200 SF. THIS STUNNING CONDO OFFERS THE PINNACLE OF LUXURY LIVING. STEP INSIDE TO DISCOVER THE OPEN AND AIRY LAYOUT, FEATURING 3 BEDROOMS PLUS A DEN,
Ewa Fila Downing Frye Realty Inc.
$2,000 per month
1100 8th Ave S Unit 207C, Naples, FL 34102
Great location in the heart of Olde Naples.Short walk to Fifth AVE. Naples Beach Tin City and everything else Naples has to offer. This area is full of great restaurants and entertainment.This is a two bedroom two bath second floor overlooking the pool. This has a great pool a carport and extra storage.Available for annual rent starting July 1ST.
Brian Flannery Sun Realty
$10,000 per month
401 Bayfront Place Unit 3306, Naples, FL 34102
Available Fall 2025! Luxury living & Location converge in this renovated 1,511 square foot, 2 bedroom, 2 bathroom home that has been updated, opened, and transformed into a coastal contemporary paradise. There is room to comfortably host and entertain in the eat-in kitchen, with access and connection to the balcony and living area. Need extra room for visitors, there are also two twin Murphy
Rob Mauceli Compass Florida LLC
$3,200 per month
450 Bayfront Place Unit 4201, Naples, FL 34102
There is no better place to explore life in Naples than this this Light & Bright One Bedroom condo in Bayfront of Naples. Bayfront features resort-style amenities including 2 pools, 2 spas, a fitness center, grills, pickleball, tennis, and many outdoor spaces. Bayfront also is home to a selection of delicious restaurants, a unique waterfront Cabana bar, and an on-site adventure shop offering boat
Rob Mauceli Compass Florida LLC
$6,500 per month
950 7th Ave S Unit 23, Naples, FL 34102
AVAILABLE LONG-TERM AND SHORT-TERM. MAY CONSIDER SMALL PETS. Newly Remodeled 1-Bedroom Condo in Prime Olde Naples Location – Castleton Gardens. Discover the charm and convenience of Olde Naples living in this beautifully remodeled condo located in the highly sought-after, gated community of Castleton Gardens. This turnkey residence offers a bright, open layout with brand-new furnishings, updated
Elliot Barton Waterfront Realty Group Inc
$20,000 per month
888 10th St S Unit 101, Naples, FL 34102
Nestled between the iconic 5th Avenue South and the charming Third Street South, this exquisite 3 bedroom plus den, 4 bathroom villa is the ultimate winter retreat in Naples. Spanning nearly 4,500 square feet across four sun-drenched stories, the home features elegant furnishings, a neutral color palette, and refined finishes throughout. The inviting living room boasts a stylish sectional, rich
Sarah Wayne Gulf Coast International Lux R
$18,000 per month
1030 3rd Ave S Unit 105, Naples, FL 34102
Naples Square offers luxury living in the heart of downtown Naples! This 3 BR plus den/3.5 bath condominium lives like a single-family home with a private street entrance and attached private garage. The gourmet kitchen, with an induction cooktop, opens to the living and dining areas and has seating for 4 at the breakfast bar and the dining table seats 6. Boasting high ceilings, this two-story
Sarah Wayne Gulf Coast International Lux R
$8,500 per month
980 7th Ave S Unit 201, Naples, FL 34102
Seasonal Condo downtown Naples. Walk to Beach.Spend the winter season downtown Naples. 5th Ave. is walking distance from this lovely end unit condo. Just steps to the pool on a quiet street that ends at the most beautiful beach with crystal blue water and white sand. Take a sunset cruise on the Naples Princess out to the Gulf of Mexico. Rent bikes or kayaks. Great walking area to stop for coffee,
Ann Bonilla Grice Realty Inc
$25,000 per month
846 9th Ave S Unit 104, Naples, FL 34102
This impeccable villa is ideally situated in the heart of Olde Naples, just steps away from 5th Avenue South, Cambier Park, and Naples' pristine white sandy beach. Villas Ravello was designed to embrace abundant natural light throughout the entire home. The interior has been professionally curated with high-end decor and furnishings. In addition, the villa features a private courtyard complete
Samantha Ford John R Wood Properties
$4,000 per month
1100 8th Ave S Unit 106C, Naples, FL 34102
Delightful corner unit 2 / 2 condo is totally upgraded and tastefully furnished. This well appointed home creates an up scale "Palm Beach Meets Naples VIBE" of casual and comfortable elegance. Condo provides an ultimate feeling of luxury from the spacious kitchen with high-end appliances to the dramatic bathrooms with floor to ceiling stunning tile and walk-in showers. All new Hurricane windows &
Carolyn Quistberg Premiere Plus Realty Company
$7,000 per month
410 Bayfront Place Unit 2204, Naples, FL 34102
Beautiful Bayfront 2 bedroom, 2 bath condo in the heart of downtown Naples. Live the sophisticated lifestyle in this mixed-use community that has everything. Just step downstairs to enjoy restaurants, art galleries, shopping, and marina. The community offers a secure building and parking garage, 2 pools, 2 Jacuzzis, a tennis court and 2 pickleball courts, an exercise room, a community room, and
Terese DeLuca Berkshire Hathaway FL Realty
$15,000 per month
1125 Central Ave Unit 462, Naples, FL 34102
Indulge in Luxury at Eleven Eleven Central Experience the pinnacle of Naples living in this stunning 2-bedroom + den condo at Eleven Eleven Central. This sophisticated residence offers a perfect blend of modern elegance and resort-style amenities. The gourmet kitchen is a chef's dream, featuring top-of-the-line appliances, sleek quartz countertops, and ample storage space. The spacious living
Vince Iorio Achieve Realty LLC
$6,000 per month
900 5th Ave S Unit 301, Naples, FL 34102
ANNUAL RENTAL AVAILABLE IN DOWNTOWN NAPLES!! This third-floor residence boasts 2 bedrooms and 2 baths, is merely steps to award-winning restaurants, galleries and shopping is a perfect place to call home. Gleaming wood floors, an updated kitchen, tastefully appointed bathrooms, floor to ceiling windows and a generous balcony overlooking they city. Access to the residence is via a secure entry
Monica Simon William Raveis Real Estate
$7,500 per month
1115 Central Ave Unit 555, Naples, FL 34102
Experience the pinnacle of downtown Naples living at Eleven Eleven Central, located just 3/4 of a mile from the pristine beaches of the Gulf of Mexico and a short 0.5-mile stroll to the world-renowned Fifth Avenue South. This penthouse-level condo offers 2 bedrooms, a den, 2.5 bathrooms, and 1,692 square feet of beautifully designed living space. The residence is perfectly positioned to capture
Jonathan Unger Alliance Realty Group
$14,000 per month
1125 Central Ave Unit 373, Naples, FL 34102
Available for 2026 Season as well as off season. Brand new, gorgeous 2BR/2BA + Den third floor condo, professionally decorated and furnished by Rob & Stucky, in the heart of downtown Naples. Both the master suite and the guest bedroom offers king size accommodations. Well equipped kitchen with stainless steel appliances, Quartz counter tops, plenty of room for entertaining. Turnkey furnished with
Stephanie Spooner WeichertRealtors-ParadiseHomes
$33,000 per month
993 8th St S, Naples, FL 34102
Available November-April 2026! $25,000/month for December and April. Discounted Rates for extended stays. Located in the heart of Olde Naples, this elegant four-bedroom, five-bathroom townhouse offers the ideal combination of luxury, comfort, and convenience. Perfectly positioned between 5th Avenue South and Third Street South, the home is just steps from Naples’ finest dining, shopping, and
Samantha Ford John R Wood Properties
$1,750 per month
330 11th St N Unit 7, Naples, FL 34102
Discover this PET FRIENDLY hidden gem in the heart of Naples! This beautifully updated 2-bedroom, 1-bath corner end unit is perfectly positioned on the 2nd floor for easy access and everyday convenience. Featuring a sleek, modern design, the apartment boasts stainless steel appliances, granite countertops, and an open layout that maximizes space and light. Located just across from the River Park
Lisa Lagergren John R Wood Properties
$2,000 per month
330 11th St N Unit 6, Naples, FL 34102
Discover this PET FRIENDLY hidden gem in the heart of Olde Naples! This beautifully updated 2-bedroom, 1-bath corner end unit is perfectly positioned on the first floor for easy access and everyday convenience. Featuring a sleek, modern design, the apartment boasts stainless steel appliances, granite countertops, and an open layout that maximizes space and light. Located just across from the
Lisa Lagergren John R Wood Properties
$20,000 per month
780 5th Ave S Unit 3, Naples, FL 34102
Available from January to April 2026 at $20,000 a month, including utilities! Welcome to your luxurious downtown retreat! This exquisite residence is nestled within the esteemed 780 Fifth luxury condominiums and showcases an expansive open floor plan, featuring a recently updated kitchen with modern cabinetry, quartz countertops, a chic bar area, two private suites, and a flexible room,
Dina Covato Coastal Intl Properties LLC
$9,000 per month
401 Bayfront Place Unit 3404, Naples, FL 34102
Available December 2025 & Season 2026! This incredible 2 bedroom, 2 bath condominium offers a sleek sanctuary for you to enjoy your season in Naples. Sophistically updated, yet also coastal and comfortable, this condo is outfitted with brand new furniture and everything that you need to experience a stress free get-away. The split floorplan allows visitors privacy, with each having its own
Elise Mittler Compass Florida LLC
$74,000 per month
844 8th St S, Naples, FL 34102
Olde Naples New Construction. Combine the coastal charm of the past with the luxurious amenities of a custom build, 844 is the perfect rental. Available monthly and weekly. No detail was spared. Wake up and enjoy the morning sun as you sip your coffee with views of the heated pool and spa. Walk to the beach or stroll up to 5th Avenue or over to 3rd Street for lunch and shopping or cook in the
Michelle Craft Naples Homes and Rentals Inc
$12,000 per month
451 Bayfront Place Unit 5311, Naples, FL 34102
WATERFRONT!!! Enjoy Naples Florida waterfront without risk of flooding from 3rd Floor condo with 2nd Floor Garage for your car!!! The condo is on the hospital and police electric grid. So never flooding damage and does not lose power or tv and internet during Hurricanes. This kind of unit will be more in demand in the future because it's waterfront on Naples Bay with sunrise and sunset views
Edward Caputo Premiere Plus Realty Company
$6,000 per month
451 Bayfront Place Unit 5311, Naples, FL 34102
WATERFRONT!!! Enjoy Naples Florida waterfront without risk of flooding from 3rd Floor condo with 2nd Floor Garage for your car!!! The condo is on the hospital and police electric grid. So never flooding damage and does not lose power or tv and internet during Hurricanes. This kind of unit will be more in demand in the future because it's waterfront on Naples Bay with sunrise and sunset views
Edward Caputo Premiere Plus Realty Company
$10,000 per month
451 Bayfront Place Unit 5505, Naples, FL 34102
This spacious two-bedroom, two-bathroom haven has been recently updated with a chic, coastal vibe and boasts 1,518 square feet of light-filled living. The floorplan features ample space for entertaining with a spectacular 5th floor balcony to enjoy views of Naples Bay and the activity of Bayfront. Both bedrooms offer serene, private escapes, with the primary bedroom featuring a walk-in closet,
Rob Mauceli Compass Florida LLC
$12,500 per month
1111 Central Ave Unit 506, Naples, FL 34102
Discover the epitome of luxury living in the heart of Naples, where elegance meets convenience at Eleven Eleven Central. This exquisite, top-floor condominium is a rare gem and perfectly situated within walking distance to the renowned 5th Avenue South and just moments from the pristine beaches. This stunning turnkey residence offers 2 bedrooms, a den, and 2.5 bathrooms, complete with a dedicated
Kimberly Costantini Premier Sotheby's Int'l Realty
$10,000 per month
401 Bayfront Place Unit 3401, Naples, FL 34102
Enjoy the Bayfront experience in a completely renovated 3 bedroom 2 bath end unit with 2 balconies and reserved parking space. This end unit has windows in all living areas so it stays bright and cheery. Extra touches will make your stay feel luxurious! Master bath has an oversized spa-shower with a multi-functional shower head, hand-held wand and rain-head. New window treatments with a
Susan Procacci Florida Home Realty, Inc.
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